MBA2574 How To Use Your Boss To Start a Million Dollar Company
2 Feb 2026 · 21 min
This content was created by Omar Zenhom. This content was uploaded by Omar Zenhom. This is a podcast episode titled "MBA2574 How To Use Your Boss To Start a Million Dollar Company" (PODCAST) dated 2025-01-17. It features host Omar Zenhom delivering a long-form lesson on using your current job and boss as a training ground to prepare for entrepreneurship (tips include observing your boss, studying company operations, practicing leadership, delegating, building a network/mentors, and onboarding/hiring practices). The episode includes multiple ad/read segments (Intuit QuickBooks, Dell, Fidelity) and other voiceover speakers (Speaker A, C, D, E) interleaving product promotions with Omar’s teaching content.
Chapters
Let me tell you about Intuit QuickBooks. When I was starting out my business, I remember sitting at my desk late at night not working on my business but cleaning up numbers, tracking and reconciling.
Payments and wondering how this became my life.
But once I automated the admin side of things of my finances, those nights had disappeared and I felt a whole lot better. Outdo it with intuit QuickBooks QuickBooks is the trusted end to end solution that businesses rely on for getting paid, managing finances, paying employees, finding new customers and more. QuickBooks provides a team of AI agents and trusted experts, so doing it yourself no longer means doing it alone. Their payment agent gets you paid faster, their customer agent finds leads, follows up and secures more sales, and the accounting agent automates and categorizes transactions. Get your critical business jobs done with QuickBooks on the Intuit platform. Ready to save on new tech? It's time for Dell Tech Day's annual sales event celebrating our customers with fantastic deals and benefits. Perks include Dell Rewards, free shipping, premium Support and more.
PCs like the Dell 14 with Intel Core Ultra processors will help you do more faster and with a premium suite.
Of monitors and accessories, you can upgrade your whole setup with amazing savings.
Visit Dell.com deals. Your Boss and your 9 to 5 job can help you start a million dollar business. That's right, you don't need a way to start a business to learn the skills you need. That was my experience. I learned a ton from the bosses I had when I was a teacher in education. By observing, by shadowing, by learning from your boss, you can gain the insights and the skills you're going to need that are required to build a million dollar business. I'm going to share personal stories that I learned from my own bosses in my career in teaching. And by the way, not all of them were great bo but I still learned something from them. I'm going to show you how you can use your job to get ready to build that million dollar business. I learned a ton and was able to build two multimillion dollar businesses in the process. Welcome back to the Hundred Dollar MBA Show. I'm your host Omar Zenholm where I help you start, grow and scale a business with practical business lessons through three times a week. Monday, Wednesday, Friday. Today's lesson's all about how to use your job and your boss to lay the foundation for your entrepreneurial journey so you can jump right into business ready for its challenges. Let's jump right into it with tip number one. Observe and learn from your boss. You are Going to work every day with somebody that can help you tremendously become a great entrepreneur. Because being a boss means being a great manager, being a good delegator, knowing how to deal with difficult people. My first boss, Gus, Gus Riera, shout out to you, man, you helped me tremendously in my career. But Gus was the head of department at the school I was working at as a teacher. He was managing 30 teachers in his department, and I was his assistant manager. I still taught 20 hours of teaching in the classroom while I was assistant manager, but in that time I was shadowing him. I was learning from him. But. And I want to share with you some of the biggest takeaways I got from Gus. The first thing I did is I changed my lens, right? I focused on the right thing. Most people go to work and see their boss as just a superior, but entrepreneurs in the making, they see their boss as a teacher, as a mentor. Yeah, they maybe didn't start a business, but they have skills you're going to need to start a business. My boss, Gus, actually was a former Fortune 500 vice president at a company who left that crazy career and kind of was semi retired and went into education. I saw firsthand how he navigated difficult conversations, how he managed challenging team dynamics and challenging people. Trust me, there's a ton of them in education. And how he made decisions under pressure. Let me break down some of these and share with you some of the gems I got from Gus and some of the things you should look out for with your own boss. So the first thing I learned is how to handle difficult personalities with composure. Listen, the hardest thing about business or working in any company are the people, okay? People are a wild card. They're the hardest thing about managing a business because you're going to get different types of people with different kinds of demeanors. And I remember vividly one time, there was one teacher that stormed into Gus's office all irate, all angry, and really confrontational. And she was complaining about, hey, the teacher's in the teacher's room. They're not happy about this and they're complaining about that. And the schedule, by the way, we're not really happy about that either. And I saw him handle the situation. And after the teacher left the room, he kind of broke it down to me. And he taught me something I'll never forget. He said, confrontational people require confrontation. And I was like, what? What does that mean? Well, what he meant by that is when somebody's confrontational and they're really in your face about something, the way you get through to them is to just be honest and upfront and confrontational as well. Don't be afraid to go back and say, hey, this is what I want you to do. So what Gus did in that situation was, okay, I hear what you're saying, but can you do me a favor? Tell the teachers that are saying these things that come see me, I will handle it. I will take care of it. I'll make sure that everybody is okay, and I will address these issues. But I don't want to hear it secondhand. I want to hear from the actual person that's complaining about the actual thing so I can solve the problem properly. And the teacher kind of resists a little bit and they're like, oh, okay, I guess. And he said something to her. He said, listen, I don't need you to be the union boss, right? You can. People can come right to me and talk to me. My door's open and I'm happy to solve these problems. And the whole thing just totally diffused. And what happened was that there were a couple teachers that had some suggestions for improvements. And Gus was very open to changing those things and improving those things. But it wasn't such a big ordeal and a big sync up like the teacher that was coming into the office was presenting. But he did something else, and he taught me that people that make a lot of noise, they're doing it because they feel like they're not being validated, they're not being valued, they're not being paid attention to. So he wrapped up the conversation. Hey, listen, I really appreciate you coming to me and voicing these things. You're really valued as a part of the team and I want them to actually utilize your energy and put you on a project. And he delegated a project that was on his place, said, hey, I need you to take care of this. Could you lead this project? And the project was, you know, grading the papers by the end of the exam period and get the teachers involved and make sure that teachers get their grades completed in time. That teacher walked out of that office feeling so much better, feeling valued and feeling like I could do something now to make a difference. And in all honesty, if I didn't learn this from Gus, I probably would have just listened to that person and said, thank you so much for the feedback and try to solve the problem myself and just took what they said for face value. Dealing with difficult people is going to happen in your business. It happened to me in my software company, Webinar Ninja, where I had Brilliant engineers. One of them was so brilliant, but so difficult to deal with. He was a big pain in the rear end and I had to deal with his difficult personality in a way that made them feel valued, but at the same time understands what they need to do to change in order for them to actually work with others. What else did I learn from Gus? Well, I learned something that I used till this day in my own businesses, and that's the importance of delegation to focus on high priority tasks. In Gus's situation in teaching, the highest priority task is making sure that the grades are in the books in time for the end of the quarter, the end of the marking period, or end of the semester. The point here is that this is how he's going to be evaluated. Are the grades in on time so the students get their grades and we know who passes and who fails. There's other problems that he has to solve as the head of department, but he taught me to delegate the things that don't really impact his evaluation. Him actually doing a great job. So, for example, if teachers are complaining that they're running out of Nescafe in the staff room like instant coffee, that is a problem. We're going to solve it. But it's not a huge problem. It's not the most important problem. It's not what the school is built to do. Right? The school is built to teach students and make sure they move on to the next level. But instead of him solving it himself, he chooses one of the teachers as hey, can you be the staff room manager? If anybody says something's missing or needs fixing or needs refilling, go to maintenance, call them up and ask them to please replenish the supplies. That problem now solved and delegated. Somebody else is doing it. And I do this all the time in my business. Anything that doesn't actually impact my bottom line, I delegate. So in business, what's the most important task? Making money. Making sure your customers are happy. Making sure that you're actually fulfilling on your promises. Right. That's what matters. Because if you don't do that, you go out of business and you don't want to do that. You got to make sure that that's really your focus. I got to focus on making sure we're making more than we're spending, that we're innovating, that we're making sure our customers are completely satisfied and are super happy with what we're doing, that we're listening to our customers and implementing feedback. This is what's important, right? Managing my calendar? No, I can get somebody else to do that for me. Replying to emails, I can get somebody else to do that for me. I'm not going to be evaluated in terms of the success of my business based on that. What's important is the bottom line. The numbers, the money, the customer. So as an action step tomorrow or your next working day, go into your office, ask your boss if you can get more visibility and be mentored by them. Number one, they're gonna be flattered. Okay. Number two, this is not gonna take very long. You can say, hey, I would love just maybe an extra two or three hours a week where I can learn from you. I can shadow you. Can I be in the meetings that you attend? Maybe I can be a part of the interviews. When you interview somebody into the company, offer to assist with projects or take something off their plate and you're gonna learn a ton about how they make decisions, how they deal with difficult situations, and journal about this, write notes about this so you can utilize these skills in your own business like I did.
Does it feel like it's getting really hard to figure out the best way to save for retirement? Fidelity can help you find clarity so you can save the best way for you. With a free personalized plan, goal tracking and timely insights, you'll be set to take on retirement your way. Get started@fidelity.com future expenses charged by your investments and other costs and fees associated with trading or transacting in your account. Apply Fidelity Brokerage Services Member NYSE SIPC.
Hey Fidelity, can I get a second opinion on stocks in the Fidelity app?
With Fidelity, it's easy to get an outside opinion from independent experts in a single score. And then when you're ready, trade US stocks and ETFs with no commissions.
That's right.
I am always right.
Investing involves risk, including risk of loss. Online US Equity Trades and ETFs and Retail Fidelity accounts Seller vs investment fee not included Some account types and securities excluded. Details@fidelity.com commissions Fidelity Brokerage Services, LLC Member NYSE SIPC.
Tip Number 2 Huge study how the company you work for operates. Your current job right now is a treasure trove of business insights if you know where to look. Whether it's hiring, evaluating team members or managing finances, every business has systems and processes that you can learn from that. You can just learn how it's done so that you can do it for yourself in your business. After working for Gus and being his assistant manager for a year in teaching, I got promoted because Gus resigned. He said, I want to Go back to teaching. I don't want to be a manager. And he recommended me to be the head of department and I got a promotion. When I got promoted, I then was in charge of hiring teachers to join my department. So the first thing I did is I went upstairs where corporate was and I asked the HR manager of our organization, if I can learn how you guys screen candidates, what am I looking for when I'm actually hiring? What are some of the things I should be aware of? Can I sit in on other departments interviews? You know, the interview process Before I have to make my first hire, I want to learn how people are actually, you know, running these interviews. What questions are they asking? How are they breaking the ice? And because I learned that from the managers I had at my job when I became a full time entrepreneur, these skills then translated directly into running my own business. The first thing I created in my business when I was making my first hire was in an evaluation form. It's like a scorecard. So that when I'm running through the interview, I know what areas I'm looking for, right? I'm asking questions to find out if they're a good cultural fit, if they have the actual skills to do the job, ask them to share stories about their experience in dealing with difficult people in the office or a disagreement with their boss, to learn how they deal with difficult situations and if they're diplomatic, if they have the communication skills to articulate how they feel and what they want to express. Where did I learn this in my job? I used to have that when I was a teacher and I learned, okay, that's what you got to do, is figure out what areas are important for this role and for the company and give them a score based on each area and ask questions based on each area. I also learned that when you hire somebody, you can't just throw them into the deep end. I learned in my job that there is a two week training process for new employees and there's an onboarding process. And we created that in our own companies where we had a Trello board or like a Kanban board, where every day they did certain tasks to learn about the company, the product, the customers, who we serve. And it was an orientation that really helped them understand that, hey, this is a prerequisite. You need to know this stuff before you jump into the job and start dealing with our customers or dealing with our product or service. You most likely have some sort of onboarding process in your company right now. You probably went through it when you joined it. You can learn from that and you can model that in your own company when you start one. So as an action step, one of the things I highly recommend is request being involved in cross department projects or meetings or any kind of trainings. So just because you're in sales doesn't mean you can't ask to be part of the marketing training or the marketing meeting or the product meeting or the finance meeting. So you can learn about the different departments. Tip number three Practice leadership in your current role. You will have the opportunity to to get better at leadership right now. And listen, you don't need a fancy title to start practicing leadership and you need to start practicing because leadership is the heart of entrepreneurship and you can develop these skills by taking initiative in your current role in your current job, no matter what it is. Back in my teaching days, the principal of our school in one of our management meeting pointed out there was one teacher in one of the departments that is off every Monday, is calling in sick every Monday for the last three Mondays. And the teacher's trying to complain because the teachers have to cover their classes for them and they're not so happy about it. He said, anybody have any ideas how to deal with this situation? And he was kind of like quizzing us or testing us. And I just raised my hand and I said, hey, I'm not really sure. I haven't dealt with that situation before, but I actually would like to handle it. I'd like to learn how to handle it. If you can coach me through it, I'll take care of this situation for you. And I did this because I knew that this is scary and it's tough, but I have to learn how to be a great leader and how to deal with difficult conversations. So raise your hand and take initiative. I know you're not going to get paid more for this. I know that you're not going to get any extra credit or anything like that, but you're going to learn skills that you wouldn't learn if you didn't raise your hand and your boss will appreciate. They'll appreciate the fact that you're taking that initiative and they'll be happy to train you and help you and give you the support you need to get through it. So as an action step, be on the lookout and identify any leadership opportunity that you can take on in your role. Just this week, right? Step outside your comfort zone and take some ownership. Part 4 Build a network and gain mentors. Don't be afraid to ask anybody you look up to in your company for coffee for Some time outside of work, even a lunch on the weekend. One of my bosses back in the day and teacher named Bill, Bill Parace, shout out to you, man. He was willing to have a lunch with me outside of work and we would have coffee. Sometimes we'll have lunch or dinner outside of work. And I would sit down with him and say, hey man, I would love to learn how you got to where you are today. As a manager, as a leader of this organization, I talked about things I'm worried about, like the pressure and the work life balance and moving fast enough in my career. Bill became a mentor and my friend really. And in a lot of ways I needed that. I was young, I was in my early 20s, but I am 100% positive that would never happen if I didn't approach him. Bill was busy, he had a life, his job was demanding. But I asked him just frankly, hey, I'll pay for lunch, I'll pay for the coffee. I just want a couple hours just to talk and ask you some questions. Is that cool? We built a strong friendship and he became my mentor and I really learned a lot from him just in those chats. But not only from what he said, but from what I observed in real life right at the job. And we're friends till today. Bill, thanks so much for all your help. So as an action simple, just schedule some one on one time with somebody outside of work, coffee, a lunch, even just a walk in the park. You could discuss your career goals, where you want to go, some things that are bothering, things that are giving you anxiety and they can give you their perspective. There's something really powerful about seeing somebody who has done what you want to do, is somewhere where you want to be or has some life advice. Maybe they had 10, 20 years on you and can kind of tell you, hey, don't be afraid to take that leap and start that business. Sometimes you just need to hear from somebody else. So to wrap up your job isn't just a paycheck, is a training ground. Okay. By observing your boss, by setting your company, by practicing leadership, by building a network and being okay with saying, hey, can you be my mentor? Can we have a coffee? Can I have a lunch? Hey, forget the mentor thing. I just want to have a chat. You could gain the skills, you can gain the confidence that you'll need to start your own million dollar company. And remember, the best entrepreneurs are lifetime learners. I'm learning every day and that's what gives me joy in life. This is what gives me the excitement to keep going I'm learning a ton every day, even though I've learned so much already. Use your current role in your job right now as a stepping stone and you'll be miles ahead when it's time for you to launch your business. I'm so grateful I did that because when I started my business being a full time entrepreneur, I landed on my feet. I had all these skills that other people didn't have when they got started and I avoided a lot of disasters along the way. Thanks for tuning into the $100 MBA show. I'm Omar Zeno. I hope you love this podcast. If you do, the best way to show your love is to subscribe. Whether you're listening on Spotify or Apple or any podcast player, hit that Follow button or subscribe button. It's the best way to show your support of the show, but also it allows you to get all our episodes in the back catalog and get our next episodes automatically. If you're watching on YouTube. If you like to watch your content, we have a YouTube channel. Make sure you hit subscribe and let us know what you think of today's episode in the comments below. Your number one takeaway. Share it. I would love to hear from you so I can build upon that in future lessons. Thanks so much. I'll see you in the next episode.
Hey Fidelity Can I get a second opinion on stocks in the Fidelity app?
With Fidelity, it's easy to get an outside opinion from independent experts in a single score. And then, when you're ready, trade US stocks and ETFs with no commissions.
That's right.
I am always right.
Investing involves risk, including risk of loss, online US equity trades and ETFs, and a retail Fidelity account sell order assessment fee not included, some account types and securities excluded. Details@fidelity.com commissions Fidelity Brokerage Services, LLC member NYSE, SIPC.
